| Identification | Back Directory | [Name]
PSI-7977-13C-d3 | [CAS]
2070009-25-3 | [Synonyms]
PSI-7977-13C-d3
[13C,2H3]-Sofosbuvir
isopropyl((S)-(((2R,3R,4R,5R)-5-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-4-fluoro-3-hydroxy-4-(methyl-13C-d3)tetrahydrofuran-2-yl)methoxy)(phenoxy)phosphoryl)-L-alaninate | [Molecular Formula]
C2113CH26D3FN3O9P | [MOL File]
2070009-25-3.mol | [Molecular Weight]
533.46 |
| Chemical Properties | Back Directory | [density ]
1.413±0.10 g/cm3(Temp: 25 °C; Press: 760 Torr)(predicted) | [storage temp. ]
Store at -20°C | [solubility ]
DMF: 20 mg/ml,DMSO: 20 mg/ml,Ethanol: 25 mg/ml,PBS (pH 7.2): 0.2 mg/ml | [form ]
A solid |
| Hazard Information | Back Directory | [Description]
PSI-7977-13C-d3 is intended for use as an internal standard for the quantification of PSI-7977 (Item No. 15402) by GC- or LC-MS. PSI-7977 is a phosphoramidate prodrug of PSI-7851, a nucleoside analog that, when phosphorylated, inhibits the RNA-dependent RNA polymerase of hepatitis C virus (EC50 = 92 nM).1,2,3 PSI-7977 is effective in vitro and in vivo.2,4,5 | [Uses]
PSI-7977-13CD3 is the isotope labelled analog of PSI-7977. PSI-7977 is a prodrug that is metabolized to the active antiviral agent 2''-deoxy-2''-α-fluoro-β-C-methyluridine-5''-monophosphate and is currently being investigated in phase 3 clinical trials for the treatment of hepatitis C. Studies have profiled PSI-7977 as a nucleotide inhibitor of hepatitis C virus, exerting selective inhibitory effects towards HCV NS5B polymerase. | [References]
[1] EISUKE MURAKAMI. Mechanism of activation of PSI-7851 and its diastereoisomer PSI-7977.[J]. The Journal of Biological Chemistry, 2010, 285 45: 34337-34347. DOI: 10.1074/jbc.m110.161802
[2] MICHAEL J. SOFIA*. Discovery of a β-d-2′-Deoxy-2′-α-fluoro-2′-β-C-methyluridine Nucleotide Prodrug (PSI-7977) for the Treatment of Hepatitis C Virus[J]. Journal of Medicinal Chemistry, 2010, 53 19: 7202-7218. DOI: 10.1021/jm100863x
[3] ANGELA M LAM. Genotype and subtype profiling of PSI-7977 as a nucleotide inhibitor of hepatitis C virus.[J]. Antimicrobial Agents and Chemotherapy, 2012, 56 6: 3359-3368. DOI: 10.1128/aac.00054-12
[4] EDWARD J GANE. Nucleotide polymerase inhibitor sofosbuvir plus ribavirin for hepatitis C.[J]. The New England Journal of Medicine, 2013: 34-44. DOI: 10.1056/nejmoa1208953
[5] ERIC LAWITZ. Sofosbuvir for previously untreated chronic hepatitis C infection.[J]. New England Journal of Medicine, 2013, 368 20: 1878-1887. DOI: 10.1056/nejmoa1214853 |
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